US2071484A - Insect repellent and exterminator - Google Patents
Insect repellent and exterminator Download PDFInfo
- Publication number
- US2071484A US2071484A US664770A US66477033A US2071484A US 2071484 A US2071484 A US 2071484A US 664770 A US664770 A US 664770A US 66477033 A US66477033 A US 66477033A US 2071484 A US2071484 A US 2071484A
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- US
- United States
- Prior art keywords
- guanidine
- fatty acid
- solution
- pyrethrum
- insecticidal composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 239000000077 insect repellent Substances 0.000 title description 9
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 38
- 239000000194 fatty acid Substances 0.000 description 36
- 235000014113 dietary fatty acids Nutrition 0.000 description 35
- 229930195729 fatty acid Natural products 0.000 description 35
- 239000000203 mixture Substances 0.000 description 35
- 150000004665 fatty acids Chemical class 0.000 description 34
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 24
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 24
- 239000000243 solution Substances 0.000 description 24
- 229940048383 pyrethrum extract Drugs 0.000 description 23
- 230000000749 insecticidal effect Effects 0.000 description 22
- 235000013162 Cocos nucifera Nutrition 0.000 description 21
- 244000060011 Cocos nucifera Species 0.000 description 21
- -1 guanidine fatty acid Chemical class 0.000 description 13
- ROVGZAWFACYCSP-MQBLHHJJSA-N [2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(C\C=C/C=C)C(=O)C1 ROVGZAWFACYCSP-MQBLHHJJSA-N 0.000 description 11
- 229940015367 pyrethrum Drugs 0.000 description 11
- 239000002904 solvent Substances 0.000 description 11
- 240000004460 Tanacetum coccineum Species 0.000 description 10
- 239000002253 acid Substances 0.000 description 9
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 7
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 7
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 7
- 241000238631 Hexapoda Species 0.000 description 7
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 7
- 239000005642 Oleic acid Substances 0.000 description 7
- 150000002357 guanidines Chemical class 0.000 description 7
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 7
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 7
- 239000004744 fabric Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 5
- 239000005871 repellent Substances 0.000 description 4
- 230000002940 repellent Effects 0.000 description 4
- 241000396431 Anthrenus scrophulariae Species 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 239000003125 aqueous solvent Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 229930013930 alkaloid Natural products 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- IPKKHRVROFYTEK-UHFFFAOYSA-N dipentyl phthalate Chemical compound CCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCC IPKKHRVROFYTEK-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000004673 fluoride salts Chemical class 0.000 description 2
- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 150000007530 organic bases Chemical class 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- SQDYIZWEQGMDFO-UHFFFAOYSA-N 1,2-bis(2,3-dimethylphenyl)guanidine Chemical compound CC1=CC=CC(NC(N)=NC=2C(=C(C)C=CC=2)C)=C1C SQDYIZWEQGMDFO-UHFFFAOYSA-N 0.000 description 1
- VEGSEUJMFASKPM-UHFFFAOYSA-N 1,2-dibenzylguanidine Chemical compound C=1C=CC=CC=1CNC(=N)NCC1=CC=CC=C1 VEGSEUJMFASKPM-UHFFFAOYSA-N 0.000 description 1
- LDKBTTCUTLPCOC-UHFFFAOYSA-N 1,2-diphenylpiperazine Chemical compound C1NCCN(C=2C=CC=CC=2)C1C1=CC=CC=C1 LDKBTTCUTLPCOC-UHFFFAOYSA-N 0.000 description 1
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 description 1
- 241000250966 Tanacetum cinerariifolium Species 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 229910000413 arsenic oxide Inorganic materials 0.000 description 1
- 210000003323 beak Anatomy 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000010685 fatty oil Substances 0.000 description 1
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- VSHTWPWTCXQLQN-UHFFFAOYSA-N n-butylaniline Chemical compound CCCCNC1=CC=CC=C1 VSHTWPWTCXQLQN-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
- A01N47/42—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=CX2 groups, e.g. isothiourea
- A01N47/44—Guanidine; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/22—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients stabilising the active ingredients
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Definitions
- This invention relates to an insecticidal and insect repellent composition and it has particular relation to compositions for protecting various types of fabrics. particularly woolen fabrics from the depredations of such insects as moths and carpet beetles.
- the main objects of the invention are to provide a composition for protecting fabrics from insects and for exterminating insects, which is materially more effective than materials heretofore employed.
- compositions such as dixylyl guanidine, arsenic oxides, certain fluorides, and certain vegetable substances such as alkaloids and pyrethrum extracts were valuable protective agents for preventing the depredations ofthe common moths, carpet beetles and the like.
- Our invention resides in providing a single solution containing pyrethrum extract anda moth repellent, generally of the amino type. Specifically and preferably we utilize dixylyl guanidine as the insect repellent. Pyrethrum in alkaline solution is destroyed at a fairly rapid rate so that in a rather short time substantially all of the effectiveness thereof is'gone. Since pyrethrum is an ester of a ketone alcohol and pyrethronic ac'd, it is likely that the alkali causes saponificatio of the ester and thus destruction of the insecticidal properties results.
- the pyrethrum is made up in a solution in which the alkaline reaction imparted to it by the presence of an amine has been neutralized with an acid, such as a fatty acid, the pyrethrum itself is perfectly preserved.
- an acid such as a fatty acid
- the final solution should be substantially free from water. Water causes decomposition of the pyrethrum and therefore the solution is made with a purely non-aqueous solvent.
- naphtha Since pyrethrum is readily soluble in naphtha it is desirable to use naphtha as the solvent.
- a suitable addition product of dixylyl guanidine iv and the fatty acids maybe prepared by the addition ofthe guanidine to fatty acids, such as cocoanut oil acids or oleic acid. It is desired that the ratio-of fatty acid to the guanidine be slightly greater than molecular. For example, an excess 'of approximately 15% of the fatty acids is found to be satisfactory. This mixture is dissolved in petroleum naphtha in the proportion of approximately 3% by weight of the fatty acids and 3% by weight of the guanidine.
- the addition product of guanidine and fatty acids is then admixed with a pyrethrum extract obtained by extracting pyrethrum flowers with naphtha in the ratio of 20 lbs. of pyrethrum flowers to one gallon of naphtha.
- This pyrethrum extract is then combined with the guanidine fatty acid addition product inthe ratio of 1 gallonof pyrethrum extract to 19 gallons of the guanidine-fatty acid solution.
- the resultant insecticidal and insect repellent composition is applied to fabrics such as woolen fabrics, furs and similar materials which are subject to the attacks of moths, carpet beetles and similar insects, in any convenient manner, for example, by spraying.
- the composition is effective for the extermination of adult moths, larvae and also any moth eggs which may be present. where the composition is used for spraying clothing or similar articles contained in closets, it penetrates into the cracks and crannies and kills any insects which may-be hiding there or feeding upon lint which may be deposited therein.
- the composition not only effectively exterminates insects present at the time of application, but-it also exerts its influence over along period of time and effec; tively prevents the depredations of insects which may later infest the articles tube Protected after.
- the composition also acts as an insect repellent and thus gives added protection.
- the insecticidal composition is not harmful to man or animals, at least when applied in the ordinary manner and it does not stain, stiffen or injure the fabrics to which it is applied. It may be prepared and used at but relatively slight expense. 7
- dixylyl guanidine may be replaced by other aryl guanidines such as di-paratolyl, triphenyl, diphenyl, diorthotolyl or dibenzyl guanidine and the like, and that various relatively liquid fatty acids such as cocoanut oil acids and oleic acid are to be regarded as 'substitutes one for the other, although cocoanut fatty oil acids are perhaps the most satisfactory thus far found.
- the guanidines are the preferred substances for combination with the pyrethrum extract.
- An insecticidal composition comprising a solution of pyrethrum extract, an organic insect repellent, and a fatty acid.
- An insecticidal composition comprising a mixture of pyrethrum extract and a fatty acid derivative of an organic base dissolved in an organic solvent.
- An insecticidal composition comprising a mixture of pyrethrum extract and a fatty acid derivative of an organic base dissolved in an organic solvent, there being present an excess of free fatty acid.
- An insecticidal composition comprising a solution of a mixture of pyrethrum extract and an organic insect repellent, said solution being substantially free from water, and an acid material which solubilizes said repellent and protects said pyrethrum from deterioration.
- An insecticidal composition comprising a diaryl substituted guanidine, pyrethrum extract, and a fatty acid, in solution in a non-aqueous solvent.
- An insecticidal composition comprising a dixylyl substituted guanidine, pyrethrum extract, and a fatty acid, in solution in a non-aqueous solvent.
- An insecticidal composition comprising a diaryl substituted guanidine, pyrethrum extract, and cocoanut fatty acids, in solution in a nonaqueous solvent.
- An insecticidal composition comprising dixylyl guanidine, pyrethrum extract, cocoanut fatty acids, in solution in a non-aqueous common solvent.
- An insecticidal composition comprising dixylyl guanidine, pyrethrum extract, cocoanut fatty acids, in solution in naphtha.
- An insecticidal composition comprising I pyrethrum extract, and a cocoanut fatty acid derivative of a substituted guanidine, in solution in a non-aqueous common solvent.
- An insecticidal composition comprising pyrethrum extract, and a cocoanut fatty acid derivative of a diaryl guanidine, in solution in a non-aqueous common solvent.
- An insecticidal composition comprising pyrethrum extract, and a cocoanut fatty acid derivative of a dixylyl guanidine, in solution in a non-aqueous common solvent.
- An insecticidal composition comprising pyrethrum extract, a cocoanut fatty acid derivative of a substituted guanidine, and a free cocoanut fatty acid, in solution in a non-aqueous common solvent.
- An insecticidal composition comprising pyrethrum extract, a cocoanut fatty acid derivative of a diaryl guanidine, and a free cocoanut fatty acid,.in solution in a non-aqueous common solvent.
- An insecticidal composition comprising pyrethrum extract, a cocoanut fatty acid derivative of a dixylyl guanidine, and a free cocoanut fatty acid, in solution in a non-aqueous common solvent.
- An insecticidal composition comprising pyrethrum extract, a cocoanut fatty acid derivative of a substituted guanidine, and a free cocoanut fatty acid, in solution in naphtha.
- An insecticidal composition comprising pyrethrum extract. a cocoanut fatty acid derivative of a diaryl guanidine, and a free cocoanut fatty acid, in solution in naphtha.
- An insecticidal composition comprising pyrethrum extract, a cocoanut fatty acid deriva- ,tive of a dixylyl guanidine, and a free cocoanut fatty acid, in solution in naphtha.
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- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Environmental Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Toxicology (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
, definitely acid and thus insure a long period of Patented Feb. 23,. 1937 2,071,484 msnc'r REPELLENT AND nxrnmnmroa George G. Wittwer, Chappaqua, and Mahlon H.
Beakes, Larchmont, N. Y., assignors to American Cyanamid Company, New York, .N.
corporation of Maine No Drawing. Application April 6, 1933, Serial No. 664,770
18 Claims. (01. 167-24) This invention relates to an insecticidal and insect repellent composition and it has particular relation to compositions for protecting various types of fabrics. particularly woolen fabrics from the depredations of such insects as moths and carpet beetles.
The main objects of the invention are to provide a composition for protecting fabrics from insects and for exterminating insects, which is materially more effective than materials heretofore employed.
It has heretofore been observed that many compositions such as dixylyl guanidine, arsenic oxides, certain fluorides, and certain vegetable substances such as alkaloids and pyrethrum extracts were valuable protective agents for preventing the depredations ofthe common moths, carpet beetles and the like.
Combination of these agents was generally considered as impracticable. For example, py-
rethrum could not be combined with arsenical' compounds or fluorides, and it could not even be combined with organic insect repellents like dixylyl guanidine, because there were no avai1- able solvents in which the two materials would both dissolve. In some cases these agents neutralized the valuable properties of each other. Vegetable substances such as the alkaloids were particular offenders of the latter class.
Our invention resides in providing a single solution containing pyrethrum extract anda moth repellent, generally of the amino type. Specifically and preferably we utilize dixylyl guanidine as the insect repellent. Pyrethrum in alkaline solution is destroyed at a fairly rapid rate so that in a rather short time substantially all of the effectiveness thereof is'gone. Since pyrethrum is an ester of a ketone alcohol and pyrethronic ac'd, it is likely that the alkali causes saponificatio of the ester and thus destruction of the insecticidal properties results. We have found that if the pyrethrum is made up in a solution in which the alkaline reaction imparted to it by the presence of an amine has been neutralized with an acid, such as a fatty acid, the pyrethrum itself is perfectly preserved. Preferably we provide an excess of the fatty acid in order to make the solution effectiveness of the mixture.
In all cases the final solution should be substantially free from water. Water causes decomposition of the pyrethrum and therefore the solution is made with a purely non-aqueous solvent.
Since pyrethrum is readily soluble in naphtha it is desirable to use naphtha as the solvent.
However, substances such as di-xylyl guanidine are not soluble in naphtha and we, therefore,
combine the same with a fatty'acid to form an amino scam-which is soluble in naphtha. By such a procedure we are enabled to use a common solvent of ,cheap and effective character for both of the ingredients of the product.
The use of a fatty acid or its equivalent has First, it solubilizes A suitable addition product of dixylyl guanidine iv and the fatty acids maybe prepared by the addition ofthe guanidine to fatty acids, such as cocoanut oil acids or oleic acid. It is desired that the ratio-of fatty acid to the guanidine be slightly greater than molecular. For example, an excess 'of approximately 15% of the fatty acids is found to be satisfactory. This mixture is dissolved in petroleum naphtha in the proportion of approximately 3% by weight of the fatty acids and 3% by weight of the guanidine. The addition product of guanidine and fatty acids is then admixed with a pyrethrum extract obtained by extracting pyrethrum flowers with naphtha in the ratio of 20 lbs. of pyrethrum flowers to one gallon of naphtha. This pyrethrum extract is then combined with the guanidine fatty acid addition product inthe ratio of 1 gallonof pyrethrum extract to 19 gallons of the guanidine-fatty acid solution.
The resultant insecticidal and insect repellent composition is applied to fabrics such as woolen fabrics, furs and similar materials which are subject to the attacks of moths, carpet beetles and similar insects, in any convenient manner, for example, by spraying. The composition is effective for the extermination of adult moths, larvae and also any moth eggs which may be present. where the composition is used for spraying clothing or similar articles contained in closets, it penetrates into the cracks and crannies and kills any insects which may-be hiding there or feeding upon lint which may be deposited therein. The composition not only effectively exterminates insects present at the time of application, but-it also exerts its influence over along period of time and effec; tively prevents the depredations of insects which may later infest the articles tube Protected after.
the application of the solution. The composition also acts as an insect repellent and thus gives added protection. The insecticidal composition is not harmful to man or animals, at least when applied in the ordinary manner and it does not stain, stiffen or injure the fabrics to which it is applied. It may be prepared and used at but relatively slight expense. 7
It is to be understood that dixylyl guanidine may be replaced by other aryl guanidines such as di-paratolyl, triphenyl, diphenyl, diorthotolyl or dibenzyl guanidine and the like, and that various relatively liquid fatty acids such as cocoanut oil acids and oleic acid are to be regarded as 'substitutes one for the other, although cocoanut fatty oil acids are perhaps the most satisfactory thus far found.
The guanidines are the preferred substances for combination with the pyrethrum extract.
However, they may also be replaced by certain other substances. The following constitute a few materials which may be successfully combined with pyrethrum.
Diphenyl piperazine and oleic acid Tribenzylamine and oleic acid Normal butyl aniline and oleic acid Di n-propyl aniline and oleic acid 'I'ribenzyl amine and cholesterol Diamyl phthalate Phenyl alpha naphthylamine and oleic acid O-toluidin salt of diisopropyl dithlophosphoric acid Tetra' ethyl diphospho hexa sulphide Phenyl anthranilic acid and oleic acid Dibenzyl aniline and oleic acid Amido pyrene and oleic acid Anilino benzothiazole and oleic acid Although we have described only the preferred embodiments of our invention, it is to be understood that the invention is not limited thereto but that various modifications may be made therein without departure from the spirit or the scope of the appended claims. In the claims the recitation of an insect repellent and a fatty acid is intended to include compositions where there is a chemical combination between the repellent and the acid as well as where there is a mere mixture thereof.
What we claim is:
1. An insecticidal composition comprising a solution of pyrethrum extract, an organic insect repellent, and a fatty acid.
2. An insecticidal composition comprising a mixture of pyrethrum extract and a fatty acid derivative of an organic base dissolved in an organic solvent.
3. An insecticidal composition comprising a mixture of pyrethrum extract and a fatty acid derivative of an organic base dissolved in an organic solvent, there being present an excess of free fatty acid.
4. .An insecticidal composition comprising a solution of a mixture of pyrethrum extract and an organic insect repellent, said solution being substantially free from water, and an acid material which solubilizes said repellent and protects said pyrethrum from deterioration.
5. An insecticidal composition comprising a diaryl substituted guanidine, pyrethrum extract, and a fatty acid, in solution in a non-aqueous solvent.
6. An insecticidal composition comprising a dixylyl substituted guanidine, pyrethrum extract, and a fatty acid, in solution in a non-aqueous solvent.
7. An insecticidal composition comprising a diaryl substituted guanidine, pyrethrum extract, and cocoanut fatty acids, in solution in a nonaqueous solvent.
8. An insecticidal composition comprising dixylyl guanidine, pyrethrum extract, cocoanut fatty acids, in solution in a non-aqueous common solvent.
9. An insecticidal composition comprising dixylyl guanidine, pyrethrum extract, cocoanut fatty acids, in solution in naphtha.
10. An insecticidal composition comprising I pyrethrum extract, and a cocoanut fatty acid derivative of a substituted guanidine, in solution in a non-aqueous common solvent.
11. An insecticidal composition comprising pyrethrum extract, and a cocoanut fatty acid derivative of a diaryl guanidine, in solution in a non-aqueous common solvent.
12. An insecticidal composition comprising pyrethrum extract, and a cocoanut fatty acid derivative of a dixylyl guanidine, in solution in a non-aqueous common solvent.
13. An insecticidal composition comprising pyrethrum extract, a cocoanut fatty acid derivative of a substituted guanidine, and a free cocoanut fatty acid, in solution in a non-aqueous common solvent.
14. An insecticidal composition comprising pyrethrum extract, a cocoanut fatty acid derivative of a diaryl guanidine, and a free cocoanut fatty acid,.in solution in a non-aqueous common solvent.
15. An insecticidal composition comprising pyrethrum extract, a cocoanut fatty acid derivative of a dixylyl guanidine, and a free cocoanut fatty acid, in solution in a non-aqueous common solvent.
16. An insecticidal composition comprising pyrethrum extract, a cocoanut fatty acid derivative of a substituted guanidine, and a free cocoanut fatty acid, in solution in naphtha.
1'7. An insecticidal composition comprising pyrethrum extract. a cocoanut fatty acid derivative of a diaryl guanidine, and a free cocoanut fatty acid, in solution in naphtha.
18. An insecticidal composition comprising pyrethrum extract, a cocoanut fatty acid deriva- ,tive of a dixylyl guanidine, and a free cocoanut fatty acid, in solution in naphtha.
GEORGE G. WITI'WER. MAHLON H. BEAKES.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US664770A US2071484A (en) | 1933-04-06 | 1933-04-06 | Insect repellent and exterminator |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US664770A US2071484A (en) | 1933-04-06 | 1933-04-06 | Insect repellent and exterminator |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2071484A true US2071484A (en) | 1937-02-23 |
Family
ID=24667370
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US664770A Expired - Lifetime US2071484A (en) | 1933-04-06 | 1933-04-06 | Insect repellent and exterminator |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2071484A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2878272A (en) * | 1956-05-21 | 1959-03-17 | American Cyanamid Co | Acyl pentallkylguanidonium salts |
| US3445565A (en) * | 1965-01-26 | 1969-05-20 | Edmund G Locher | Sprayable composition for the application to the fur of animals |
| US4904645A (en) * | 1988-01-27 | 1990-02-27 | Safer, Ltd. | Environmentally safe, broad spectrum insecticide |
| US4983591A (en) * | 1988-01-27 | 1991-01-08 | Safer, Ltd. | Environmentally safe, broad spectrum insecticide |
-
1933
- 1933-04-06 US US664770A patent/US2071484A/en not_active Expired - Lifetime
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2878272A (en) * | 1956-05-21 | 1959-03-17 | American Cyanamid Co | Acyl pentallkylguanidonium salts |
| US3445565A (en) * | 1965-01-26 | 1969-05-20 | Edmund G Locher | Sprayable composition for the application to the fur of animals |
| US4904645A (en) * | 1988-01-27 | 1990-02-27 | Safer, Ltd. | Environmentally safe, broad spectrum insecticide |
| US4983591A (en) * | 1988-01-27 | 1991-01-08 | Safer, Ltd. | Environmentally safe, broad spectrum insecticide |
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